ORGN 293 |
| Young Shen and Bruce N. Hietbrink. Department of Chemistry, California State University Northridge, 18111 Nordhoff Street, Northridge, CA 91330-8262 |
| While the electrocyclic ring closure of 1,3,4-pentatriene requires temperatures of 300 °C or greater, Delas, Urabe, and Sato recently reported that a titanium substituted analog proceeds in good yield at 0 °C (Equation 1) (J. Am. Chem. Soc. 2003, 123, 7937-7938). This cyclization and cyclizations of related species have been examined using density functional theory calculations. Comparisons are made in an attempt to understand the facile reactivity of this system. Additionally, substitution at the 5-position leads to the possibility of torquoselectivity, a preference for one stereoisomer over the other (Equation 2). Substituted systems will be presented that probe this selectivity. |
|
Physical Organic, Combinatorial, Materials, Molecular Recognition
8:00 PM-10:00 PM, Tuesday, March 30, 2004 Anaheim Convention Center -- Hall A, Poster
Sci-Mix
Division of Organic Chemistry |
